The 'triamino-analogue' of methyl cholate; a practical, large-scale synthesis

Synlett

Volumn , Issue SPEC. ISS., 1999, Pages 991-993

  Davis, Anthony P ^a   Pérez Payán, M Nieves ^a  

^a TRINITY COLLEGE DUBLIN   (Ireland)

Author keywords

Bile acids; Facial amphiphile; Oxime reduction; Scaffold; Supramolecular chemistry

Indexed keywords

CHOLIC ACID DERIVATIVE; STEROID;

ARTICLE; CHEMISTRY; SYNTHESIS;

EID: 0038761742     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-3114     Document Type: Article

References (26)

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2. (b) Davis, A. P.; Bonar-Law, R. P.; Sanders, J. K. M. in Comprehensive Supramolecular Chemistry; Murakami, Y., Ed.; Pergamon: Oxford, 1996; Vol. 4, p 257.
3. See also: (c) Walliman, P.; Marti, T.; Furer, A.; Diederich, F. Chem. Rev. 1997, 97, 1567;
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14. For a general leading reference to facial amphiphiles, see: (b) McQuade, D. T.; Barrett, D. G.; Desper, J. M.; Hayashi, R. K.; Gellman, S. H. J. Am. Chem. Soc. 1995, 117, 4862.
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17. Simultaneous reductive aminations have been used independently by Savage and co-workers in a synthesis of 3α,7α,12α-triaminocholan-24-ol: Li, C.; Rehman, A.; Dalley, N. K.; Savage, P. B. Tetrahedron Lett. 1999, 40, 1861. We thank Prof. Savage for informing us of this work prior to publication.
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21. 8 requires C, 67.04; H, 9.43; N 4.23%.
22. 6a
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24. See also: (b) Anderson, N. G.; Lust, D. A.; Colapret, K. A.; Simpson, J. H.; Malley, M. F.; Gougoutas, J. Z. J. Org. Chem. 1996, 61, 7955.
25. 3).
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